US3983272A - Method for improving the lubricating properties and imparting antistatic properties to organic fibers - Google Patents

Method for improving the lubricating properties and imparting antistatic properties to organic fibers Download PDF

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US3983272A
US3983272A US05/543,850 US54385075A US3983272A US 3983272 A US3983272 A US 3983272A US 54385075 A US54385075 A US 54385075A US 3983272 A US3983272 A US 3983272A
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diorganopolysiloxane
weight
parts
fibers
organic fibers
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Peter Huber
Ewald Pirson
Helga Lampelzammer
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Wacker Chemie AG
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Wacker Chemie AG
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    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/022—Well-defined aliphatic compounds saturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02—Well-defined aliphatic compounds
    • C10M2203/024—Well-defined aliphatic compounds unsaturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/04—Well-defined cycloaliphatic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/14—Synthetic waxes, e.g. polythene waxes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/17—Fisher Tropsch reaction products
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061—Metal salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02—Unspecified siloxanes; Silicones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/042—Siloxanes with specific structure containing aromatic substituents
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/043—Siloxanes with specific structure containing carbon-to-carbon double bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/044—Siloxanes with specific structure containing silicon-to-hydrogen bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/051—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/14—Electric or magnetic purposes
    • C10N2040/16—Dielectric; Insulating oil or insulators
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/14—Electric or magnetic purposes
    • C10N2040/17—Electric or magnetic purposes for electric contacts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/46—Textile oils
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913—Rod, strand, filament or fiber
    • Y10T428/2933—Coated or with bond, impregnation or core
    • Y10T428/2962—Silane, silicone or siloxane in coating

Definitions

  • the present invention relates to organic fibers having improved lubricity and antistatic properties and more particularly to a composition which imparts improved lubricity and antistatic properties to organic fibers treated therewith.
  • organic fibers have been treated with diorganopolysiloxanes to improve the lubricity or gliding ability of the organic fibers.
  • Other materials such as oils and/or waxes such as paraffin waxes and/or antistatic inducing compounds such as calcium chloride, have been combined with the diorganopolysiloxanes to provide increased lubricity or gliding characteristics as well as antistatic properties to organic fibers.
  • the diorganopolysiloxane-based lubricants which have been applied heretofore to organic fibers have certain disadvantages. For example, they do not impart antistatic properties to the fibers, thereby increasing the danger that the thread may break due to the electrostatic charge and thus loosen the twist. Also, the conventional lubricants such as those which contain dimethylsiloxane units and siloxane units having alkyl radicals containing at least 14 carbon atoms are relatively difficult to produce.
  • Another object of this invention is to improve the lubricity or gliding properties of organic fibers. Another object of this invention is to improve the lubricity and also impart a high degree of antistatic properties to the fibers. Still another object of this invention is to improve the lubricity of organic fibers with organopolysiloxanes in which the organic groups are lower alkyl radicals. Still another object of this invention is to provide a low viscosity composition without having to use organic solvents. A further object of this invention is to provide a method for treating fibers with a composition containing small amounts of organopolysiloxanes.
  • organic fibers by coating organic fibers with a composition containing a diorganopolysiloxane having a viscosity of from 500 to 10,000 cSt. at 25°C. and from 0.1 to 30 parts by weight of a phosphorous compound capable of inducing antistatic properties for each 50 to 100 parts by weight of diorganopolysiloxane and, if desired, paraffin waxes.
  • the coated fibers have improved lubricity or gliding properties and also have improved antistatic properties.
  • the diorganopolysiloxane described above at least 90 mol percent of the siloxane units are diorganosiloxane (R 2 SiO) units.
  • the residual copolymer siloxane units are mostly triorganosiloxane (R 3 SiO 1/2 ) units. These R 3 SiO 1/2 units can sometimes be replaced by units corresponding to the general formula R 2 Si(OR')O 1/2 .
  • the diorganopolysiloxane can also contain up to 10 mol percent of other copolymer siloxane units, particularly RSiO 3/2 and/or SiO 4/2 units.
  • R represents the same or different monovalent hydrocarbon or substituted monovalent hydrocarbon radicals and R' represents hydrogen or a monovalent hydrocarbon radical.
  • suitable monovalent hydrocarbon radicals are alkyl radicals having from 1 to 5 carbon atoms.
  • R' represents hydrogen or an alkyl radical having from 3 to 6 carbon atoms such as the tert.-butyl radical or an aryl radical such as the phenyl radical.
  • R radicals in the diorganopolysiloxanes employed in this invention be methyl radicals.
  • SiC-bonded organic radicals in the diorganopolysiloxanes are the ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, n-amyl and the sec-amyl radicals.
  • R may represent an aryl radical such as the phenyl radical.
  • substituted monovalent hydrocarbon radicals represented by R are the chloro substituted monovalent hydrocarbon radicals such as the chlorophenyl radicals.
  • the preferred diorganopolysiloxanes which may be employed in this invention may be represented by the general formula
  • n represents a number which corresponds to the previously indicated viscosity parameter of 500 to 10,000 cSt. at 25°C.
  • the diorganopolysiloxanes employed in this invention may have a viscosity of from 500 to 10,000 cSt. at 25°C., it is preferred that the viscosity be from 750 to 5,000 cSt. at 25°C.
  • diorganopolysiloxanes may have a narrow molecular weight distribution, i.e., they may consist of diorganopolysiloxanes which have more or less the same viscosity.
  • the diorganopolysiloxanes may also have a wide molecular weight distribution.
  • a mixture which contains diorganopolysiloxanes having various viscosities within the range of from 500 to 10,000 cSt. at 25°C. may be employed in this invention.
  • a diorganopolysiloxane having a viscosity of 100 cSt. at 25°C., 250 cSt. at 25°C. and 10 6 cSt. at 25°C. provided that the viscosity of the mixtures is within the range of from 500 to 10,000 cSt. at 25°C.
  • Phosphorous compounds which are capable of imparting antistatic properties to organic fibers may be represented by the general formula
  • Y represents the same or different monovalent hydrocarbon or hydrocarbonoxy radicals
  • x is 0 if Y is a hydrocarbon radical and x is 0, 1 or 2 if Y is a hydrocarbonoxy radical.
  • suitable phosphorous compounds are phosphoric acid esters, partial esters of phosphoric acid and tert-phospheneoxide.
  • the hydrocarbon radicals represented by Y preferably have from one to 18 carbon atoms.
  • suitable hydrocarbon radicals are alkyl radicals such as methyl, ethyl, n-butyl, sec-butyl, tert-butyl and 2-ethylhexyl, amyl, decyl, dodecyl, tetradecyl, and octadecyl radicals as well as mixtures containing from C 8 to C 12 alkyl radicals, aryl radicals such as the phenyl radical; alkaryl radicals such as tolyl and cresyl radicals; and aralkyl radicals such as the benzyl radical.
  • Suitable phosphorous compounds are trimethylphosphate, triethylphosphate, tripropylphosphate, triisopropylphosphate, tributylphosphate, tripentylphosphate, tricresylphosphate, methylhydrogen ethylphosphonate, diethyl methylphosphonate, phenylphosphonic acid and the like.
  • phosphorous compounds, phosphoric acid esters and/or partial esters of phosphoric acid are preferred as the antistatic inducing agents.
  • paraffin waxes when employed in these compositions, they may be employed in amounts up to about 50 parts by weight and more preferably in amounts of from about 0.5 to 20 parts by weight for each 50 to 100 parts by weight of diorganopolysiloxane.
  • These paraffin waxes may be either natural or synthetic. Fully refined paraffins are preferred, i.e., those having an oil content of 0.5 percent, pure white in color and no odor and/or half-refined paraffins, i.e. those having an oil content of 1.0 to 2.5 percent, almost white in color and very little odor. (See “Ullmans Encyclopadie der ischen Chemie” Vol. 18, Kunststoff-Berlin-Vienna 1967, page 274.)
  • paraffin waxes may also be employed in these compositions.
  • the paraffin waxes or the mixture of paraffin waxes have a melting range of from about 30°C. up to about 80°C. and more preferably between about 40°C. and 60°C.
  • the composition of this invention avoids the disadvantages which are encountered in using aqueous emulsions. However, the possibility of using a solvent or an aqueous emulsion should not be excluded.
  • the composition may contain up to 100 percent by weight of an organic solvent such as aromatic hydrocarbons e.g., benzene, toluene, xylene, chlorohydrocarbons and dialkyl ethers, e.g., diethylether, methyl ethyl ether, di-n-butyl ether and the like.
  • aromatic hydrocarbons e.g., benzene, toluene, xylene, chlorohydrocarbons and dialkyl ethers, e.g., diethylether, methyl ethyl ether, di-n-butyl ether and the like.
  • the organic fibers which may be treated in accordance with this invention include all organic fibers which have been twisted one or more times.
  • Examples of such twisted organic fibers are wool, cotton, rayon, hemp, natural silk, polypropylene, polyethylene, polyester, polyurethane, polyamide, cellulose acetate and polyacrylonitrile fibers, as well as mixtures of such fibers.
  • the invented process is preferably applied to yarns.
  • the twisted organic fibers may be in the form of finished fleeces, mats or knitted textiles including finished garments or parts of garments.
  • composition consisting of a mixture of diorganopolysiloxanes, phosphorous compounds and paraffin waxes, if desired, can be applied to the fibers by any conventional technique known in the art such as by spraying, immersion, coating, calendering or by guiding the fibers over a surface which has been saturated with said mixture.
  • the composition containing the diorganopolysiloxane, antistatic inducing phosphorous compounds and paraffin waxes be applied at temperatures at which the phosphorous compounds and paraffin waxes melt into the diorganopolysiloxane.
  • the composition is applied at temperatures of from about 15°C. up to about 100°C.
  • the temperature at which the composition is applied to the fibers is primarily dependent on the melting temperature of the wax and the antistatic inducing phosphorous compounds.
  • the gliding or lubricating properties of the organic fibers are substantially improved if the twisted fibers are first treated with a composition of a diorganopolysiloxane having a viscosity of from 500 to 10,000 cSt at 25°C. and from 0.5 to 50 parts by weight of paraffin wax for each 50 to 100 parts by weight of the diorganopolysiloxane and from 0.1 to 30 parts by weight of a phosphorous compound capable of imparting antistatic properties thereto for each 50 to 100 parts by weight of diorganopolysiloxane.
  • a composition of a diorganopolysiloxane having a viscosity of from 500 to 10,000 cSt at 25°C. and from 0.5 to 50 parts by weight of paraffin wax for each 50 to 100 parts by weight of the diorganopolysiloxane and from 0.1 to 30 parts by weight of a phosphorous compound capable of imparting antistatic properties thereto for each 50 to 100 parts by weight of diorgano
  • the thus pretreated fibers are then coated with a diorganopolysiloxane having a viscosity of from 500 to 10,000 cSt at 25°C. which contains preferably from 0.1 to 30 parts by weight of an antistatic inducing phosphorous compound in solution for each 50 to 100 parts by weight of the diorganopolysiloxane. It is essential that the antistatic inducing agent also be employed in the second coating.
  • the following Table shows the thread tension and the average length of the seam at which the thread tore or broke after the sewing process had been repeated five times, thus illustrating the improved lubricity or gliding properties of the treated fibers.
  • the effectiveness of the antistatic coating is determined by repeatedly drawing the coated yarns through a linen cloth.
  • the amount of electrostatic charge is illustrated in the following Table.
  • organopolysiloxane as used in the Examples refers to a trimethylsiloxy endblocked dimethylpolysiloxane.
  • a white yarn is used consisting of a polyester staple fiber twisted three times in which 100 meters of untwisted yarn weighs one gram. (Type Mara made by the Gutermann Company).
  • Example 8 the yarn was first coated with (a) a mixture containing a diorganopolysiloxane, a paraffin wax and a phosphorous compound, and thereafter coated with a second composition containing (b) a mixture of a diorganopolysiloxane and a phosphorous compound.
  • Example 9 a white yarn was used consisting of an endless polyester fiber, twisted three times in which 80 meters of the fiber weighs one gram. (Obtained from Gruschwitz Company.)
  • Example 10 an olive green yarn was used consisting of an endless polyester fiber twisted three times in which 60 meters of the fiber weighs one gram. (Obtained from Ackermann Company.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Multicomponent Fibers (AREA)
US05/543,850 1974-02-06 1975-01-24 Method for improving the lubricating properties and imparting antistatic properties to organic fibers Expired - Lifetime US3983272A (en)

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DT2405717 1974-02-06
DE2405717A DE2405717B2 (de) 1974-02-06 1974-02-06 Verfahren zur Erhöhung der Gleitfähigkeit und zum Antielektrostatischmachen von organischen Fasern

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AT (1) AT354397B (es)
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CA (1) CA1059707A (es)
CH (2) CH137875A4 (es)
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FR (1) FR2259938B1 (es)
GB (1) GB1492486A (es)
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Cited By (21)

* Cited by examiner, † Cited by third party
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US4076672A (en) * 1975-08-11 1978-02-28 Wacker-Chemie Gmbh Lubricants for organic fibres
US4149978A (en) * 1977-07-12 1979-04-17 The Procter & Gamble Company Textile treatment composition
US4151097A (en) * 1976-07-26 1979-04-24 Lever Brothers Company Liquid systems
US4223065A (en) * 1977-11-08 1980-09-16 Unitika Ltd Anti-graying fabrics of synthetic polyester fibers and process for producing same
US4311760A (en) * 1976-10-04 1982-01-19 Dow Corning Corporation Method for applying mercaptoalkyl-containing polydiorganosiloxanes to textile fibers
EP0056095A1 (de) * 1981-01-13 1982-07-21 Wacker-Chemie GmbH Mittel zum Erhöhen der Gleitfähigkeit von organischen Fasern
US4712290A (en) * 1986-07-28 1987-12-15 Avondale Mills Textile and method of manufacture
US4728541A (en) * 1984-12-19 1988-03-01 Gebruder Sucker & Franz Muller GmbH and Co. Method for operating a finishing machine
US4741979A (en) * 1986-05-19 1988-05-03 Eastman Kodak Company Battery separator assembly
US4767646A (en) * 1985-10-24 1988-08-30 Allied Corporation Wet abrasion resistant yarn and cordage
US5073275A (en) * 1988-05-26 1991-12-17 Toray Silicone Company, Ltd. Fiber-treatment agent
US5298317A (en) * 1991-10-08 1994-03-29 Shin-Etsu Chemical Co., Ltd. Air bag coating composition, air bag and preparation thereof
US5358747A (en) * 1992-12-28 1994-10-25 Aluminum Company Of America Siloxane coating process for carbon or graphite substrates
DE4329244A1 (de) * 1993-08-31 1995-03-02 Sandoz Ag Wässrige Wachs- und Silicon-Dispersionen, deren Herstellung und Verwendung
US5403426A (en) * 1991-05-28 1995-04-04 Hercules Incorporated Process of making cardable hydrophobic polypropylene fiber
US5492730A (en) * 1992-12-28 1996-02-20 Aluminum Company Of America Siloxane coating process for metal or ceramic substrates
US5540953A (en) * 1992-02-14 1996-07-30 Hercules Incorporated Process of preparing fabric comprising hydrophobic polyolefin fibers
US5580609A (en) * 1991-05-20 1996-12-03 Alliedsignal Inc. Process of making amide melamine wax coated polymeric monofilaments
USRE35621E (en) * 1989-05-30 1997-10-07 Hercules Incorporated Cardable hydrophobic polypropylene fiber, material and method for preparation thereof
US5683809A (en) * 1993-08-23 1997-11-04 Hercules Incorporated Barrier element fabrics, barrier elements, and protective articles incorporating such elements
US5721048A (en) * 1990-11-15 1998-02-24 Fiberco, Inc. Cardable hydrophobic polyolefin fiber, material and method for preparation thereof

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JPS5115093A (ja) * 1974-07-30 1976-02-06 Teijin Ltd Horiesuterumishinshino seizoho
JPS5188754A (ja) * 1975-01-29 1976-08-03 Horiesuterumishinito
JPS528198A (en) * 1975-07-07 1977-01-21 Teijin Ltd Production of polyester yarn for sewing machine
DE3115679A1 (de) * 1981-04-18 1982-10-28 Th. Goldschmidt Ag, 4300 Essen Substantives praeparationsmittel fuer garne oder zwirne
JPH01239165A (ja) * 1988-03-10 1989-09-25 Chisso Corp 可染性ポリプロピレン繊維
US4938832A (en) * 1989-05-30 1990-07-03 Hercules Incorporated Cardable hydrophobic polypropylene fiber, material and method for preparation thereof
JP2664481B2 (ja) * 1989-06-09 1997-10-15 松本油脂製薬株式会社 繊維改質用処理剤
CH685392A5 (de) * 1992-09-26 1995-06-30 Sandoz Ag Wässrige Wachs- und Silicon-Dispersionen und Verfahren zu deren Herstellung.
GB2457291A (en) * 2008-02-08 2009-08-12 Aqualisa Products Ltd Mounting bracket

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US3271189A (en) * 1962-03-02 1966-09-06 Beaunit Corp Process of treating synthetic fibers
US3423235A (en) * 1964-11-23 1969-01-21 Dow Corning Organosiloxane-containing finishes for organic fibers
US3653955A (en) * 1968-05-20 1972-04-04 Deering Milliken Res Corp Antistatic fiber treatments
US3658573A (en) * 1969-04-08 1972-04-25 Eastman Kodak Co Support provided with antistatic layer
US3717500A (en) * 1971-05-03 1973-02-20 Owens Corning Fiberglass Corp Fabric finishing method and fabric
US3853607A (en) * 1973-10-18 1974-12-10 Du Pont Synthetic filaments coated with a lubricating finish

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3271189A (en) * 1962-03-02 1966-09-06 Beaunit Corp Process of treating synthetic fibers
US3423235A (en) * 1964-11-23 1969-01-21 Dow Corning Organosiloxane-containing finishes for organic fibers
US3653955A (en) * 1968-05-20 1972-04-04 Deering Milliken Res Corp Antistatic fiber treatments
US3658573A (en) * 1969-04-08 1972-04-25 Eastman Kodak Co Support provided with antistatic layer
US3717500A (en) * 1971-05-03 1973-02-20 Owens Corning Fiberglass Corp Fabric finishing method and fabric
US3853607A (en) * 1973-10-18 1974-12-10 Du Pont Synthetic filaments coated with a lubricating finish

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4076672A (en) * 1975-08-11 1978-02-28 Wacker-Chemie Gmbh Lubricants for organic fibres
US4151097A (en) * 1976-07-26 1979-04-24 Lever Brothers Company Liquid systems
US4311760A (en) * 1976-10-04 1982-01-19 Dow Corning Corporation Method for applying mercaptoalkyl-containing polydiorganosiloxanes to textile fibers
US4149978A (en) * 1977-07-12 1979-04-17 The Procter & Gamble Company Textile treatment composition
US4223065A (en) * 1977-11-08 1980-09-16 Unitika Ltd Anti-graying fabrics of synthetic polyester fibers and process for producing same
EP0056095A1 (de) * 1981-01-13 1982-07-21 Wacker-Chemie GmbH Mittel zum Erhöhen der Gleitfähigkeit von organischen Fasern
US4728541A (en) * 1984-12-19 1988-03-01 Gebruder Sucker & Franz Muller GmbH and Co. Method for operating a finishing machine
US4767646A (en) * 1985-10-24 1988-08-30 Allied Corporation Wet abrasion resistant yarn and cordage
US4741979A (en) * 1986-05-19 1988-05-03 Eastman Kodak Company Battery separator assembly
US4712290A (en) * 1986-07-28 1987-12-15 Avondale Mills Textile and method of manufacture
US5073275A (en) * 1988-05-26 1991-12-17 Toray Silicone Company, Ltd. Fiber-treatment agent
USRE35621E (en) * 1989-05-30 1997-10-07 Hercules Incorporated Cardable hydrophobic polypropylene fiber, material and method for preparation thereof
US5721048A (en) * 1990-11-15 1998-02-24 Fiberco, Inc. Cardable hydrophobic polyolefin fiber, material and method for preparation thereof
US5580609A (en) * 1991-05-20 1996-12-03 Alliedsignal Inc. Process of making amide melamine wax coated polymeric monofilaments
US5403426A (en) * 1991-05-28 1995-04-04 Hercules Incorporated Process of making cardable hydrophobic polypropylene fiber
US5298317A (en) * 1991-10-08 1994-03-29 Shin-Etsu Chemical Co., Ltd. Air bag coating composition, air bag and preparation thereof
US5540953A (en) * 1992-02-14 1996-07-30 Hercules Incorporated Process of preparing fabric comprising hydrophobic polyolefin fibers
US5545481A (en) * 1992-02-14 1996-08-13 Hercules Incorporated Polyolefin fiber
US5358747A (en) * 1992-12-28 1994-10-25 Aluminum Company Of America Siloxane coating process for carbon or graphite substrates
US5492730A (en) * 1992-12-28 1996-02-20 Aluminum Company Of America Siloxane coating process for metal or ceramic substrates
US5683809A (en) * 1993-08-23 1997-11-04 Hercules Incorporated Barrier element fabrics, barrier elements, and protective articles incorporating such elements
DE4329244A1 (de) * 1993-08-31 1995-03-02 Sandoz Ag Wässrige Wachs- und Silicon-Dispersionen, deren Herstellung und Verwendung
US5783618A (en) * 1993-08-31 1998-07-21 Clariant Finance (Bvi) Limited Aqueous wax and silicone dispersions, their prouduction and use

Also Published As

Publication number Publication date
ATA86375A (de) 1979-06-15
ES434459A1 (es) 1976-12-16
CA1059707A (en) 1979-08-07
AT354397B (de) 1979-01-10
GB1492486A (en) 1977-11-23
DE2405717B2 (de) 1980-04-24
JPS5315200B2 (es) 1978-05-23
DE2405717A1 (de) 1975-08-14
NO750357L (es) 1975-08-07
CH586311B5 (es) 1977-03-31
FR2259938B1 (es) 1977-04-15
NO144677C (no) 1981-10-14
NO144677B (no) 1981-07-06
FR2259938A1 (es) 1975-08-29
BE824871A (fr) 1975-07-28
NL7500527A (nl) 1975-08-08
SE7501290L (es) 1975-08-07
IT1029459B (it) 1979-03-10
CH137875A4 (es) 1976-08-13
SE402134B (sv) 1978-06-19
JPS50112600A (es) 1975-09-04

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